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本文报道全氟3-氧杂戊磺酸全氟苯酯(1)的合成及其和一系列亲核试剂的反应.它比全氟磺酸苯酯更易和多种亲核试剂作用,而且亲核试剂的共轭酸的pK_a值越大则反应越容易.除C_6H_5Se外,所有试剂均进攻硫原子.例如:1和KF:Et_2NH、C_6H_5ONa及p-ClC_6F_4ONa作用时均发生S—O键断裂而得到R_FSO_2Y.(Y=F、NEt_2、OC_6H_5及OC_6F_4Cl-p).1和其他一取代五氟苯的亲核取代反应不同,在所有反应中均未能得到对位或邻位的二取代产物R_FSO_3C_6F_4Nu.
This paper reports the synthesis of perfluoro 3-oxapentanesulfonic acid perfluorophenyl ester (1) and its reaction with a series of nucleophiles which is more susceptible to various nucleophiles than phenyl perfluorosulfonate, The larger the pK_a value of the conjugate acid of the nuclear reagent, the easier the reaction.The sulfur atoms were attacked by all reagents except C_6H_5Se.For example, S-O bond cleavage occurred in both 1 and KF: Et_2NH, C_6H_5ONa and p-ClC_6F_4ONa (Y = F, NEt_2, OC_6H_5 and OC_6F_4Cl-p) .1 The nucleophilic substitution reaction with other monosubstituted pentafluorobenzene is different, and the disubstituted product of para or ortho-position can not be obtained in all the reactions R_FSO_3C_6F_4Nu .